RU2671487C2 - Препарат в форме пленки, содержащий свободное основание донепезила, и способ его получения - Google Patents
Препарат в форме пленки, содержащий свободное основание донепезила, и способ его получения Download PDFInfo
- Publication number
- RU2671487C2 RU2671487C2 RU2015152803A RU2015152803A RU2671487C2 RU 2671487 C2 RU2671487 C2 RU 2671487C2 RU 2015152803 A RU2015152803 A RU 2015152803A RU 2015152803 A RU2015152803 A RU 2015152803A RU 2671487 C2 RU2671487 C2 RU 2671487C2
- Authority
- RU
- Russia
- Prior art keywords
- film
- donepezil
- free base
- amount
- polymer
- Prior art date
Links
- ADEBPBSSDYVVLD-UHFFFAOYSA-N donepezil Chemical compound O=C1C=2C=C(OC)C(OC)=CC=2CC1CC(CC1)CCN1CC1=CC=CC=C1 ADEBPBSSDYVVLD-UHFFFAOYSA-N 0.000 title claims abstract description 128
- 238000000034 method Methods 0.000 title claims abstract description 11
- 238000004519 manufacturing process Methods 0.000 title description 7
- 238000002360 preparation method Methods 0.000 title description 6
- 239000012458 free base Substances 0.000 claims abstract description 53
- 239000002585 base Substances 0.000 claims abstract description 4
- 229960003530 donepezil Drugs 0.000 claims description 62
- 239000002270 dispersing agent Substances 0.000 claims description 33
- 229920002554 vinyl polymer Polymers 0.000 claims description 27
- 229920000642 polymer Polymers 0.000 claims description 24
- 150000001875 compounds Chemical class 0.000 claims description 19
- 229920001577 copolymer Polymers 0.000 claims description 15
- 229920000036 polyvinylpyrrolidone Polymers 0.000 claims description 15
- 235000013855 polyvinylpyrrolidone Nutrition 0.000 claims description 15
- 229920002451 polyvinyl alcohol Polymers 0.000 claims description 14
- 239000001267 polyvinylpyrrolidone Substances 0.000 claims description 14
- 239000004372 Polyvinyl alcohol Substances 0.000 claims description 12
- 229920002689 polyvinyl acetate Polymers 0.000 claims description 12
- 239000011118 polyvinyl acetate Substances 0.000 claims description 12
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 12
- 238000001035 drying Methods 0.000 claims description 11
- 239000004094 surface-active agent Substances 0.000 claims description 11
- 239000000203 mixture Substances 0.000 claims description 10
- 239000004014 plasticizer Substances 0.000 claims description 10
- 239000002904 solvent Substances 0.000 claims description 10
- 229920002153 Hydroxypropyl cellulose Polymers 0.000 claims description 8
- 239000001863 hydroxypropyl cellulose Substances 0.000 claims description 8
- 235000010977 hydroxypropyl cellulose Nutrition 0.000 claims description 8
- 239000004480 active ingredient Substances 0.000 claims description 7
- 208000024827 Alzheimer disease Diseases 0.000 claims description 6
- 239000004373 Pullulan Substances 0.000 claims description 6
- 229920001218 Pullulan Polymers 0.000 claims description 6
- 238000004090 dissolution Methods 0.000 claims description 6
- 235000019423 pullulan Nutrition 0.000 claims description 6
- 239000003814 drug Substances 0.000 abstract description 6
- 235000019640 taste Nutrition 0.000 abstract description 6
- 230000000694 effects Effects 0.000 abstract description 4
- 239000000126 substance Substances 0.000 abstract 1
- 239000006185 dispersion Substances 0.000 description 15
- 239000002552 dosage form Substances 0.000 description 15
- -1 acetate-polyethylene Chemical group 0.000 description 8
- 229960003135 donepezil hydrochloride Drugs 0.000 description 8
- XWAIAVWHZJNZQQ-UHFFFAOYSA-N donepezil hydrochloride Chemical compound [H+].[Cl-].O=C1C=2C=C(OC)C(OC)=CC=2CC1CC(CC1)CCN1CC1=CC=CC=C1 XWAIAVWHZJNZQQ-UHFFFAOYSA-N 0.000 description 8
- 235000019422 polyvinyl alcohol Nutrition 0.000 description 8
- 210000000214 mouth Anatomy 0.000 description 7
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 5
- 239000002202 Polyethylene glycol Substances 0.000 description 5
- 239000002245 particle Substances 0.000 description 5
- 229920001223 polyethylene glycol Polymers 0.000 description 5
- 229920003171 Poly (ethylene oxide) Polymers 0.000 description 4
- 239000000654 additive Substances 0.000 description 4
- 239000011248 coating agent Substances 0.000 description 4
- 238000000576 coating method Methods 0.000 description 4
- 230000006641 stabilisation Effects 0.000 description 4
- 238000011105 stabilization Methods 0.000 description 4
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 3
- 238000010521 absorption reaction Methods 0.000 description 3
- 238000004220 aggregation Methods 0.000 description 3
- 239000003795 chemical substances by application Substances 0.000 description 3
- 235000019633 pungent taste Nutrition 0.000 description 3
- 229940124597 therapeutic agent Drugs 0.000 description 3
- DBMJMQXJHONAFJ-UHFFFAOYSA-M Sodium laurylsulphate Chemical compound [Na+].CCCCCCCCCCCCOS([O-])(=O)=O DBMJMQXJHONAFJ-UHFFFAOYSA-M 0.000 description 2
- 230000000996 additive effect Effects 0.000 description 2
- 150000005215 alkyl ethers Chemical class 0.000 description 2
- 230000008901 benefit Effects 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- 239000004359 castor oil Substances 0.000 description 2
- 235000019438 castor oil Nutrition 0.000 description 2
- 229940079593 drug Drugs 0.000 description 2
- 239000000796 flavoring agent Substances 0.000 description 2
- 235000003599 food sweetener Nutrition 0.000 description 2
- 235000011187 glycerol Nutrition 0.000 description 2
- ZEMPKEQAKRGZGQ-XOQCFJPHSA-N glycerol triricinoleate Natural products CCCCCC[C@@H](O)CC=CCCCCCCCC(=O)OC[C@@H](COC(=O)CCCCCCCC=CC[C@@H](O)CCCCCC)OC(=O)CCCCCCCC=CC[C@H](O)CCCCCC ZEMPKEQAKRGZGQ-XOQCFJPHSA-N 0.000 description 2
- 239000001866 hydroxypropyl methyl cellulose Substances 0.000 description 2
- 229920003088 hydroxypropyl methyl cellulose Polymers 0.000 description 2
- 235000010979 hydroxypropyl methyl cellulose Nutrition 0.000 description 2
- UFVKGYZPFZQRLF-UHFFFAOYSA-N hydroxypropyl methyl cellulose Chemical compound OC1C(O)C(OC)OC(CO)C1OC1C(O)C(O)C(OC2C(C(O)C(OC3C(C(O)C(O)C(CO)O3)O)C(CO)O2)O)C(CO)O1 UFVKGYZPFZQRLF-UHFFFAOYSA-N 0.000 description 2
- 235000019333 sodium laurylsulphate Nutrition 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- 239000003765 sweetening agent Substances 0.000 description 2
- 230000009967 tasteless effect Effects 0.000 description 2
- 239000004354 Hydroxyethyl cellulose Substances 0.000 description 1
- 229920000663 Hydroxyethyl cellulose Polymers 0.000 description 1
- 229920001479 Hydroxyethyl methyl cellulose Polymers 0.000 description 1
- WHNWPMSKXPGLAX-UHFFFAOYSA-N N-Vinyl-2-pyrrolidone Chemical compound C=CN1CCCC1=O WHNWPMSKXPGLAX-UHFFFAOYSA-N 0.000 description 1
- 239000004698 Polyethylene Substances 0.000 description 1
- 229920002472 Starch Polymers 0.000 description 1
- 239000004376 Sucralose Substances 0.000 description 1
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 1
- DOOTYTYQINUNNV-UHFFFAOYSA-N Triethyl citrate Chemical compound CCOC(=O)CC(O)(C(=O)OCC)CC(=O)OCC DOOTYTYQINUNNV-UHFFFAOYSA-N 0.000 description 1
- XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 description 1
- QLVHFTGKDGTJDH-UHFFFAOYSA-N acetic acid;ethenyl acetate Chemical compound CC(O)=O.CC(=O)OC=C QLVHFTGKDGTJDH-UHFFFAOYSA-N 0.000 description 1
- 230000001154 acute effect Effects 0.000 description 1
- 230000002776 aggregation Effects 0.000 description 1
- 239000003945 anionic surfactant Substances 0.000 description 1
- 230000001055 chewing effect Effects 0.000 description 1
- 239000003086 colorant Substances 0.000 description 1
- 238000005520 cutting process Methods 0.000 description 1
- 239000000945 filler Substances 0.000 description 1
- 235000019634 flavors Nutrition 0.000 description 1
- 239000007970 homogeneous dispersion Substances 0.000 description 1
- 238000000265 homogenisation Methods 0.000 description 1
- 235000019447 hydroxyethyl cellulose Nutrition 0.000 description 1
- 230000003993 interaction Effects 0.000 description 1
- 239000000178 monomer Substances 0.000 description 1
- 210000004400 mucous membrane Anatomy 0.000 description 1
- 239000002736 nonionic surfactant Substances 0.000 description 1
- 238000006116 polymerization reaction Methods 0.000 description 1
- 239000000244 polyoxyethylene sorbitan monooleate Substances 0.000 description 1
- 235000010482 polyoxyethylene sorbitan monooleate Nutrition 0.000 description 1
- 229920000136 polysorbate Polymers 0.000 description 1
- 229940068968 polysorbate 80 Drugs 0.000 description 1
- 229920000053 polysorbate 80 Polymers 0.000 description 1
- 229940068965 polysorbates Drugs 0.000 description 1
- 229940069328 povidone Drugs 0.000 description 1
- 239000008213 purified water Substances 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- APSBXTVYXVQYAB-UHFFFAOYSA-M sodium docusate Chemical compound [Na+].CCCCC(CC)COC(=O)CC(S([O-])(=O)=O)C(=O)OCC(CC)CCCC APSBXTVYXVQYAB-UHFFFAOYSA-M 0.000 description 1
- 239000008107 starch Substances 0.000 description 1
- 235000019698 starch Nutrition 0.000 description 1
- BAQAVOSOZGMPRM-QBMZZYIRSA-N sucralose Chemical compound O[C@@H]1[C@@H](O)[C@@H](Cl)[C@@H](CO)O[C@@H]1O[C@@]1(CCl)[C@@H](O)[C@H](O)[C@@H](CCl)O1 BAQAVOSOZGMPRM-QBMZZYIRSA-N 0.000 description 1
- 235000019408 sucralose Nutrition 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- 230000009747 swallowing Effects 0.000 description 1
- OGIDPMRJRNCKJF-UHFFFAOYSA-N titanium oxide Inorganic materials [Ti]=O OGIDPMRJRNCKJF-UHFFFAOYSA-N 0.000 description 1
- 239000001069 triethyl citrate Substances 0.000 description 1
- VMYFZRTXGLUXMZ-UHFFFAOYSA-N triethyl citrate Natural products CCOC(=O)C(O)(C(=O)OCC)C(=O)OCC VMYFZRTXGLUXMZ-UHFFFAOYSA-N 0.000 description 1
- 235000013769 triethyl citrate Nutrition 0.000 description 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K9/00—Medicinal preparations characterised by special physical form
- A61K9/70—Web, sheet or filament bases ; Films; Fibres of the matrix type containing drug
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/435—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with one nitrogen as the only ring hetero atom
- A61K31/44—Non condensed pyridines; Hydrogenated derivatives thereof
- A61K31/445—Non condensed piperidines, e.g. piperocaine
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K47/00—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient
- A61K47/30—Macromolecular organic or inorganic compounds, e.g. inorganic polyphosphates
- A61K47/32—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds, e.g. carbomers, poly(meth)acrylates, or polyvinyl pyrrolidone
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K9/00—Medicinal preparations characterised by special physical form
- A61K9/0012—Galenical forms characterised by the site of application
- A61K9/0053—Mouth and digestive tract, i.e. intraoral and peroral administration
- A61K9/006—Oral mucosa, e.g. mucoadhesive forms, sublingual droplets; Buccal patches or films; Buccal sprays
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K9/00—Medicinal preparations characterised by special physical form
- A61K9/70—Web, sheet or filament bases ; Films; Fibres of the matrix type containing drug
- A61K9/7007—Drug-containing films, membranes or sheets
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
- A61P25/28—Drugs for disorders of the nervous system for treating neurodegenerative disorders of the central nervous system, e.g. nootropic agents, cognition enhancers, drugs for treating Alzheimer's disease or other forms of dementia
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Veterinary Medicine (AREA)
- Animal Behavior & Ethology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Pharmacology & Pharmacy (AREA)
- Public Health (AREA)
- General Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Epidemiology (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Nutrition Science (AREA)
- Physiology (AREA)
- Biomedical Technology (AREA)
- Neurosurgery (AREA)
- Neurology (AREA)
- Inorganic Chemistry (AREA)
- Organic Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- General Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Psychiatry (AREA)
- Hospice & Palliative Care (AREA)
- Medicinal Preparation (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Manufacture Of Macromolecular Shaped Articles (AREA)
- Compositions Of Macromolecular Compounds (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| KR10-2013-0053355 | 2013-05-10 | ||
| KR20130053355 | 2013-05-10 | ||
| PCT/KR2014/004218 WO2014182138A1 (fr) | 2013-05-10 | 2014-05-12 | Préparation de film contenant une base exempte de donépézil et procédé de production correspondant |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| RU2015152803A RU2015152803A (ru) | 2017-06-16 |
| RU2671487C2 true RU2671487C2 (ru) | 2018-11-01 |
Family
ID=51867531
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| RU2015152803A RU2671487C2 (ru) | 2013-05-10 | 2014-05-12 | Препарат в форме пленки, содержащий свободное основание донепезила, и способ его получения |
Country Status (10)
| Country | Link |
|---|---|
| US (1) | US20160081990A1 (fr) |
| EP (1) | EP2995301B1 (fr) |
| JP (1) | JP6364478B2 (fr) |
| KR (1) | KR102305037B1 (fr) |
| CN (1) | CN105324111B (fr) |
| BR (1) | BR112015028291A2 (fr) |
| MX (1) | MX370064B (fr) |
| RU (1) | RU2671487C2 (fr) |
| TW (1) | TWI671085B (fr) |
| WO (1) | WO2014182138A1 (fr) |
Families Citing this family (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| RU2016106907A (ru) * | 2013-07-31 | 2017-09-01 | Интелдженкс Корп. | Мгновенно смачивающаяся пероральная пленочная лекарственная форма без поверхностно-активного вещества или полиспирта |
| KR101791342B1 (ko) * | 2016-05-31 | 2017-10-30 | 충북대학교 산학협력단 | 도네페질 유리염기를 함유하는 맛-차폐 복합입자 및 이를 포함한 경구투여 제형 |
| CN107375945B (zh) * | 2017-08-29 | 2020-10-13 | 沈阳药科大学 | 一种多奈哌齐环糊精包合物及含有此包合物的口服速溶膜剂 |
| DE102017127452A1 (de) * | 2017-11-21 | 2019-05-23 | Lts Lohmann Therapie-Systeme Ag | Wasserlösliche Polymerklebschichten |
Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2007125533A2 (fr) * | 2006-05-01 | 2007-11-08 | Biota Ltd. | Films pouvant etre administres par voie orale et leur preparation |
| WO2009043588A2 (fr) * | 2007-10-02 | 2009-04-09 | LABTEC Gesellschaft für technologische Forschung und Entwicklung mbH | Films antibactériens de régulation de ph pour la cavité buccale ou vaginale |
| US20100173940A1 (en) * | 2006-10-02 | 2010-07-08 | Labtec Gesellschaft Fur Technologische Forschung Und Entwicklung Mbh | Non-mucoadhesive film dosage forms |
Family Cites Families (13)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH0739464B2 (ja) | 1987-04-22 | 1995-05-01 | ダイセル化学工業株式会社 | 成形用樹脂型剤 |
| WO2003030882A1 (fr) * | 2001-10-12 | 2003-04-17 | Kosmos Pharma | Film mince pourvu d'une heterogeneite uniforme non autoagglomerante, son procede d'elaboration et systemes d'administration de medicaments ainsi produits |
| AR051397A1 (es) * | 2004-10-21 | 2007-01-10 | Novartis Ag | Composicion farmaceutica |
| KR100691608B1 (ko) * | 2005-02-21 | 2007-03-12 | (주)나노하이브리드 | 염기성 고분자가 첨가된 유리 염기형 약물과 층상형 규산염의 하이브리드 및 그의 제조방법 |
| RU2435570C2 (ru) * | 2006-12-01 | 2011-12-10 | Нитто Денко Корпорейшн | Композиция для чрескожного всасывания |
| KR101104349B1 (ko) * | 2007-09-28 | 2012-01-16 | 주식회사 씨티씨바이오 | 에소메프라졸 함유 약학 조성물 |
| WO2010146601A1 (fr) * | 2009-06-15 | 2010-12-23 | Unijules Life Sciences Ltd | Film oral à dissolution rapide destiné à diffuser un ou plusieurs extraits végétaux avec ou sans agent pharmaceutiquement actif supplémentaire |
| KR101074271B1 (ko) * | 2009-06-25 | 2011-10-17 | (주)차바이오앤디오스텍 | 불쾌한 맛을 효과적으로 은폐한 경구용 속용 필름 |
| US20110237563A1 (en) * | 2010-03-23 | 2011-09-29 | Dominique Costantini | Fast dissolving drug delivery systems |
| TWI433904B (zh) * | 2011-01-12 | 2014-04-11 | Taiwan Biotech Co Ltd | 多奈哌齊經皮貼片 |
| JP5973467B2 (ja) * | 2011-02-11 | 2016-08-23 | シーティーシー バイオ インコーポレイテッド | シルデナフィル遊離塩基含有フィルム製剤及びその製造方法 |
| KR101239150B1 (ko) * | 2012-02-28 | 2013-03-06 | 에스케이케미칼주식회사 | 도네페질-함유 경피흡수제제 및 그의 제조방법 |
| CN103083284B (zh) * | 2013-02-06 | 2014-08-06 | 上海现代药物制剂工程研究中心有限公司 | 膜状制剂及其制备方法 |
-
2014
- 2014-05-12 BR BR112015028291A patent/BR112015028291A2/pt active Search and Examination
- 2014-05-12 US US14/890,247 patent/US20160081990A1/en not_active Abandoned
- 2014-05-12 WO PCT/KR2014/004218 patent/WO2014182138A1/fr active Application Filing
- 2014-05-12 KR KR1020157031701A patent/KR102305037B1/ko active IP Right Grant
- 2014-05-12 TW TW103116797A patent/TWI671085B/zh not_active IP Right Cessation
- 2014-05-12 CN CN201480029825.4A patent/CN105324111B/zh not_active Expired - Fee Related
- 2014-05-12 EP EP14794522.4A patent/EP2995301B1/fr active Active
- 2014-05-12 MX MX2015015377A patent/MX370064B/es active IP Right Grant
- 2014-05-12 JP JP2016512844A patent/JP6364478B2/ja not_active Expired - Fee Related
- 2014-05-12 RU RU2015152803A patent/RU2671487C2/ru active
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2007125533A2 (fr) * | 2006-05-01 | 2007-11-08 | Biota Ltd. | Films pouvant etre administres par voie orale et leur preparation |
| US20100173940A1 (en) * | 2006-10-02 | 2010-07-08 | Labtec Gesellschaft Fur Technologische Forschung Und Entwicklung Mbh | Non-mucoadhesive film dosage forms |
| WO2009043588A2 (fr) * | 2007-10-02 | 2009-04-09 | LABTEC Gesellschaft für technologische Forschung und Entwicklung mbH | Films antibactériens de régulation de ph pour la cavité buccale ou vaginale |
Also Published As
| Publication number | Publication date |
|---|---|
| JP2016518405A (ja) | 2016-06-23 |
| CN105324111A (zh) | 2016-02-10 |
| RU2015152803A (ru) | 2017-06-16 |
| WO2014182138A1 (fr) | 2014-11-13 |
| EP2995301A4 (fr) | 2016-11-09 |
| KR20160005035A (ko) | 2016-01-13 |
| MX370064B (es) | 2019-11-29 |
| BR112015028291A2 (pt) | 2017-07-25 |
| MX2015015377A (es) | 2016-05-31 |
| TW201511781A (zh) | 2015-04-01 |
| EP2995301B1 (fr) | 2019-08-07 |
| CN105324111B (zh) | 2019-06-28 |
| US20160081990A1 (en) | 2016-03-24 |
| TWI671085B (zh) | 2019-09-11 |
| EP2995301A1 (fr) | 2016-03-16 |
| JP6364478B2 (ja) | 2018-07-25 |
| KR102305037B1 (ko) | 2021-09-24 |
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